Question

I am receiving the following error message from time-to-time in Outlook 2010 on two different client machines....

"There is a problem with the proxy server's security certificate. The name on the security certificate is invalid or does not match the name of the target site
name. Outlook is unable to connect to the proxy server. (Error Code 10)."

These machines connect to an Exchange 2003 server over RPC/HTTPS (Outlook Anywhere) across the Internet using a self-signed certificate. The client PCs have the self-signed certificate imported into the trusted root certificate authority
certificate stores for computer and user accounts. The self-signed certificate has not expired. Oddly, this error message appears from time-to-time disruputing communication with Outlook, but after a few minutes, communication will start working
again before the error mesage is thrown. This just started happening recently, and to much knowledge, the users did not receive this error message prior.

Has anyone experienced a similar issue? What is mind-boggling is that Outlook does not have total communication failure...just intermittent issues with an obnoxious error message. My theory is that a recent update or patch could be to blame as
it is the only thing that I could possibly think of that has "changed" on both of these PCs with Outlook. Anything else that I have found on this forum and on the Internet suggests total communication problems because of issues with the certificate.
However, this is a similar error message but with different problems and symptoms. Any help and/or suggestions would be much appreciated!